MiMeDB: Showing metabocard for L-D-1-Pyrroline-5-carboxylic acid (MMDBc0029611)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:34:30 UTC

Update Date

2022-08-31 13:59:37 UTC

MiMeDB ID

MMDBc0029611

Metabolite Identification

Common Name

L-D-1-Pyrroline-5-carboxylic acid

Description

(S)-1-Pyrroline-5-carboxylate Pyrroline 5-carboxylate is an enamine or an imino acid that forms on spontaneous dehydration of L-glutamate γ-semialdehyde in aqueous solutions. The stereoisomer (S)-1-Pyrroline-5-carboxylate is an intermediate in glutamate metabolism, in arginine degradation and in proline biosynthesis and degradation and it can be converted to or be formed from the three amino acids L-glutamate, L-ornithine and L-proline. In particular, it is synthesized with the oxidation of proline by pyrroline-5-carboxylate reductase 1 (EC 1.5.1.2, PYCR1) or by proline dehydrogenase (EC 1.5.99.8, PRODH) and it is hydrolyzed to L-glutamate by delta-1-pyrroline-5-carboxylate dehydrogenase (EC 1.5.1.12, ALDH4A1). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle and the tricarboxylic acid (TCA) cycle.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₅H₇NO₂

Average Molecular Weight

113.1146

Monoisotopic Molecular Weight

113.047678473

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

2906-39-0

SMILES

Not Available

InChI Identifier

InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8)

InChI Key

DWAKNKKXGALPNW-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Phylum	Total species	Hosts and Body Sites	Microbial Links
Proteobacteria	174	Human ; Human Feces; Pig	Unknown; Metabolic reconstruction
Bacteroidetes	116	Human Feces; Human	Metabolic reconstruction
Actinobacteria	119	Human Feces; Human	Metabolic reconstruction
Verrucomicrobia	1	Human	Metabolic reconstruction
Firmicutes	369	Human Feces; Human ; Cattle ; Pig	Metabolic reconstruction
Thaumarchaeota	1	Human Feces	Metabolic reconstruction
Synergistetes	3	Human Feces	Metabolic reconstruction
Fusobacteria	19	Human Feces; Human	Metabolic reconstruction
Euryarchaeota	5	Human Feces; Cattle ; Human	Metabolic reconstruction
Tenericutes	4	Human Feces	Metabolic reconstruction
Planctomycetes	1	Human Feces	Metabolic reconstruction
Spirochaetes	1	Human Feces	Metabolic reconstruction
Crenarchaeota	1	Human Feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB		details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Gogos JA, Santha M, Takacs Z, Beck KD, Luine V, Lucas LR, Nadler JV, Karayiorgou M: The gene encoding proline dehydrogenase modulates sensorimotor gating in mice. Nat Genet. 1999 Apr;21(4):434-9. doi: 10.1038/7777. [PubMed:10192398 ]
Hu CA, Bart Williams D, Zhaorigetu S, Khalil S, Wan G, Valle D: Functional genomics and SNP analysis of human genes encoding proline metabolic enzymes. Amino Acids. 2008 Nov;35(4):655-64. doi: 10.1007/s00726-008-0107-9. Epub 2008 May 28. [PubMed:18506409 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for L-D-1-Pyrroline-5-carboxylic acid (MMDBc0029611)

MOL for #<Metabolite:0x0000564abfb0f918>

3D MOL for #<Metabolite:0x0000564abfb0f918>

3D SDF for #<Metabolite:0x0000564abfb0f918>

3D-SDF for #<Metabolite:0x0000564abfb0f918>

PDB for #<Metabolite:0x0000564abfb0f918>

3D PDB for #<Metabolite:0x0000564abfb0f918>

SMILES for #<Metabolite:0x0000564abfb0f918>

INCHI for #<Metabolite:0x0000564abfb0f918>

Structure for #<Metabolite:0x0000564abfb0f918>

3D Structure for #<Metabolite:0x0000564abfb0f918>